SYNTHESIS AND STUDY OF PROPERTIES OF DERIVATIVES OF PHLOROGLUCINOLMETHYLVIOLOGEN AS ANTIOXIDANT ADDITIVES TO OILS

Abstract

At the present time there is a need to search for new organic compounds with pronounced antioxidant activity. In this work, we studied indicators of antioxidant stability of the compounds obtained by the modification of the phloroglucinol and methylviologen, and identified the basic principles of the synthesis of antioxidant additives. Moreover, the synthesized compounds can act as metal deactivator. These deactivators are phenolic compounds containing functional groups, for example, the iminogroup, which lead to the deactivation of the metal ion through the formation of stable complexes. A literature review showed that in order to achieve it, iminogroup should be introduced. It is worth mentioning that it can reduce the solubility of the compound in hydrocarbon. To solve this problem, it is necessary to introduce higher alkyl radicals to the molecule. In this paper, a number of antioxidant additives such as aminophenols were synthesized. To obtain the antioxidants of the type of spatially hindered phenols, also able to bind cations of metals in chelate complexes, that is, potentially able to be metal deactivators, a series of Schiff bases were synthesized via an intermediate product of the acylation. In the course of the work the corresponding substituted triamine benzenes from phloroglucinol methyl and phloroglucinol were obtained. The resulting compounds exhibit high antioxidant activity. The synthesized compounds were characterized via ¹H nuclear magnetic resonance, IR spectroscopy and mass spectrometry. The trials carried out with compounds on the basis of phloroglucinol and methylviologen showed that some of them have good antioxidant properties and can be recommended for the further more details investigation as well as for synthesis of an array with a similar structure with various substituting groups.